(E)-(4R,5S,6R)-4-Benzyloxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-2,5-dimethyl-hept-2-enoic acid ethyl ester

Base Information

Chemical Name:(E)-(4R,5S,6R)-4-Benzyloxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-2,5-dimethyl-hept-2-enoic acid ethyl ester
CAS No.:328381-77-7
Molecular Formula:C₃₅H₄₅NO₆Si
Molecular Weight:603.831
Hs Code.:

Synonyms:(E)-(4R,5S,6R)-4-Benzyloxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-2,5-dimethyl-hept-2-enoic acid ethyl ester

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Chemical Property of (E)-(4R,5S,6R)-4-Benzyloxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-2,5-dimethyl-hept-2-enoic acid ethyl ester

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Technology Process of (E)-(4R,5S,6R)-4-Benzyloxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-2,5-dimethyl-hept-2-enoic acid ethyl ester

There total 6 articles about (E)-(4R,5S,6R)-4-Benzyloxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-2,5-dimethyl-hept-2-enoic acid ethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 77.0%

: 21382-82-1
(carbethoxyethylidene)triphenylphosphorane

: 221007-99-4
(3S,4S,5R)-<5-(tert-butyldiphenylsilyloxymethyl)-2-hydroxy-4-methyltetrahydrofuran-3-yl>carbamic acid benzyl ester

: 328381-77-7
(E)-(4R,5S,6R)-4-Benzyloxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-2,5-dimethyl-hept-2-enoic acid ethyl ester

Guidance literature:: In toluene; Heating;
DOI:10.1002/1521-3773(20001215)39:24<4612::AID-ANIE4612>3.0.CO;2-C

Reference yield:

: 115869-43-7
(tert-butyldiphenylsilanyloxy)acetaldehyde

: 328381-77-7
(E)-(4R,5S,6R)-4-Benzyloxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-2,5-dimethyl-hept-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 62 percent / BF₃*OEt₂ / tetrahydrofuran / -78 °C

2: 60 percent / Hg(O₂CCF₃)2; NEt₃ / Heating

3: 48 percent / [(PCy₃)2RuCHPh]Cl₂ / CH₂Cl₂ / Heating

4: 87 percent / H₂O / CH₂Cl₂ / 20 °C / Irradiation

5: 77 percent / toluene / Heating

With boron trifluoride diethyl etherate; water; mercury(II) trifluoroacetate; triethylamine; Grubbs catalyst first generation; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1002/1521-3773(20001215)39:24<4612::AID-ANIE4612>3.0.CO;2-C

Reference yield:

: 328381-75-5
(2R,3S)-1-(tert-butyldiphenylsilyloxy)-3-methylpent-4-en-2-ol

: 328381-77-7
(E)-(4R,5S,6R)-4-Benzyloxycarbonylamino-7-(tert-butyl-diphenyl-silanyloxy)-6-hydroxy-2,5-dimethyl-hept-2-enoic acid ethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / Hg(O₂CCF₃)2; NEt₃ / Heating

2: 48 percent / [(PCy₃)2RuCHPh]Cl₂ / CH₂Cl₂ / Heating

3: 87 percent / H₂O / CH₂Cl₂ / 20 °C / Irradiation

4: 77 percent / toluene / Heating

With water; mercury(II) trifluoroacetate; triethylamine; Grubbs catalyst first generation; In dichloromethane; toluene;
DOI:10.1002/1521-3773(20001215)39:24<4612::AID-ANIE4612>3.0.CO;2-C